DE10102082A1 - Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether - Google Patents
Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butyletherInfo
- Publication number
- DE10102082A1 DE10102082A1 DE10102082A DE10102082A DE10102082A1 DE 10102082 A1 DE10102082 A1 DE 10102082A1 DE 10102082 A DE10102082 A DE 10102082A DE 10102082 A DE10102082 A DE 10102082A DE 10102082 A1 DE10102082 A1 DE 10102082A1
- Authority
- DE
- Germany
- Prior art keywords
- isobutene
- mtbe
- methanol
- hydrocarbon mixture
- less
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 title claims abstract description 138
- 238000000034 method Methods 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims abstract description 5
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims abstract description 140
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 129
- 239000000203 mixture Substances 0.000 claims abstract description 71
- 238000000066 reactive distillation Methods 0.000 claims abstract description 36
- 238000006243 chemical reaction Methods 0.000 claims abstract description 33
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 26
- 238000010992 reflux Methods 0.000 claims abstract description 22
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 18
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 8
- 230000003197 catalytic effect Effects 0.000 claims abstract description 6
- 239000003377 acid catalyst Substances 0.000 claims abstract description 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 43
- 238000004519 manufacturing process Methods 0.000 claims description 29
- FVNIMHIOIXPIQT-UHFFFAOYSA-N 2-methoxybutane Chemical compound CCC(C)OC FVNIMHIOIXPIQT-UHFFFAOYSA-N 0.000 claims description 13
- -1 C 4 hydrocarbon Chemical class 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 10
- 230000002378 acidificating effect Effects 0.000 claims description 9
- 239000003456 ion exchange resin Substances 0.000 claims description 9
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 9
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 3
- 238000012856 packing Methods 0.000 abstract description 11
- 239000000047 product Substances 0.000 description 22
- 239000003054 catalyst Substances 0.000 description 20
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 14
- 238000000926 separation method Methods 0.000 description 14
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 14
- 238000004821 distillation Methods 0.000 description 12
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 10
- 150000001336 alkenes Chemical class 0.000 description 8
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 7
- 229920001429 chelating resin Polymers 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 7
- 239000011347 resin Substances 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000001282 iso-butane Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 238000003776 cleavage reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 229930195734 saturated hydrocarbon Natural products 0.000 description 3
- 230000007017 scission Effects 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000000542 sulfonic acid group Chemical group 0.000 description 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- WAEOXIOXMKNFLQ-UHFFFAOYSA-N 1-methyl-4-prop-2-enylbenzene Chemical group CC1=CC=C(CC=C)C=C1 WAEOXIOXMKNFLQ-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- ISRGONDNXBCDBM-UHFFFAOYSA-N 2-chlorostyrene Chemical compound ClC1=CC=CC=C1C=C ISRGONDNXBCDBM-UHFFFAOYSA-N 0.000 description 1
- UPSVYNDQEVZTMB-UHFFFAOYSA-N 2-methyl-1,3,5-trinitrobenzene;1,3,5,7-tetranitro-1,3,5,7-tetrazocane Chemical compound CC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O.[O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)CN([N+]([O-])=O)C1 UPSVYNDQEVZTMB-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 150000000475 acetylene derivatives Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- PBGVMIDTGGTBFS-UHFFFAOYSA-N but-3-enylbenzene Chemical compound C=CCCC1=CC=CC=C1 PBGVMIDTGGTBFS-UHFFFAOYSA-N 0.000 description 1
- 235000013844 butane Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000004992 fission Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 229920000092 linear low density polyethylene Polymers 0.000 description 1
- 239000004707 linear low-density polyethylene Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005649 metathesis reaction Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N pentanal Chemical compound CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/009—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in combination with chemical reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
- C07C11/08—Alkenes with four carbon atoms
- C07C11/09—Isobutene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/05—Preparation of ethers by addition of compounds to unsaturated compounds
- C07C41/06—Preparation of ethers by addition of compounds to unsaturated compounds by addition of organic compounds only
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
- C07C41/40—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation
- C07C41/42—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/14875—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with organic compounds
- C07C7/14891—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with organic compounds alcohols
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/02—Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only
- C10L1/023—Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only for spark ignition
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- C07C2531/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
- C07C2531/08—Ion-exchange resins
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
Priority Applications (22)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10102082A DE10102082A1 (de) | 2000-10-19 | 2001-01-18 | Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether |
| SG200105533A SG101478A1 (en) | 2000-10-19 | 2001-09-11 | Process for preparing highly pure raffinate ii and methyl tert-butyl ether |
| DE50110535T DE50110535D1 (de) | 2000-10-19 | 2001-09-17 | Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether |
| EP01122187A EP1199296B1 (de) | 2000-10-19 | 2001-09-17 | Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether |
| ES01122187T ES2266064T3 (es) | 2000-10-19 | 2001-09-17 | Procedimiento para la fabricacion de un producto refinado ii y metil-terc-butil eter de elevada pureza. |
| AT01122187T ATE334108T1 (de) | 2000-10-19 | 2001-09-17 | Verfahren zur herstellung von hochreinem raffinat ii und methyl-tert.-butylether |
| CZ20013640A CZ302356B6 (cs) | 2000-10-19 | 2001-10-09 | Zpusob výroby methyl-terc-butyletheru a smesi C4-uhlovodíku |
| NZ514734A NZ514734A (en) | 2000-10-19 | 2001-10-10 | Process for preparing highly pure raffinate II (isobutene-free C4-hydrocarbon mixture) and methyl tert- butyl ether |
| MXPA01010391A MXPA01010391A (es) | 2000-10-19 | 2001-10-15 | Procedimiento para la obtencion de refinado ii de alta pureza y metil-ter-butileter. |
| JP2001318582A JP3906053B2 (ja) | 2000-10-19 | 2001-10-16 | メチル−ｔ−ブチルエーテルおよびイソブテンをほとんど含有しないＣ４−炭化水素混合物の製造法、および処理生成物の使用 |
| MYPI20014819A MY130479A (en) | 2000-10-19 | 2001-10-17 | Process for preparing highly pure raffinate ii and methyl tert-butyl ether |
| BRPI0104555-5A BR0104555B1 (pt) | 2000-10-19 | 2001-10-17 | processo para preparação de refinado ii altamente puro e de éter metil-terc-butìlico, e respectivos usos. |
| CA002359442A CA2359442A1 (en) | 2000-10-19 | 2001-10-17 | Process for preparing highly pure raffinate ii and methyl tert-butyl ether |
| TW90125765A TW574196B (en) | 2000-10-19 | 2001-10-18 | Process for preparing methyl tert-butyl and isobutene-free C4-hydrocarbon mixture |
| HU0104373A HUP0104373A2 (hu) | 2000-10-19 | 2001-10-18 | Eljárás nagy tisztaságú raffinátum II. és metil-terc-butiléter előállítására és az így kapott termék alkalmazása |
| NO20015079A NO20015079L (no) | 2000-10-19 | 2001-10-18 | Fremgangsmåte til fremstilling av höyrent raffinat II og metyl-tert.-butyleter |
| ZA200108554A ZA200108554B (en) | 2000-10-19 | 2001-10-18 | Process for preparing highly pure raffinate II and methyl tert-butyl ether. |
| RU2001128143/04A RU2250893C2 (ru) | 2000-10-19 | 2001-10-18 | Способ получения метил-трет.-бутилового эфира и почти свободной от изобутена смеси углеводородов с4 |
| KR1020010064268A KR100853947B1 (ko) | 2000-10-19 | 2001-10-18 | 고순도 라피네이트 ⅱ 및 메틸 3급-부틸 에테르의 제조방법 |
| CNB011357878A CN1330621C (zh) | 2000-10-19 | 2001-10-18 | 制备高纯度残液ⅱ和甲基叔丁基醚的方法 |
| US09/981,985 US6657090B2 (en) | 2000-10-19 | 2001-10-19 | Process for preparing highly pure raffinate II and Methyl tert-butyl ether |
| ROA200101147A RO120576B1 (ro) | 2000-10-19 | 2001-10-19 | Procedeu pentru obţinerea de rafinat de înaltă puritate şi metil-terţ-butileter |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10051812 | 2000-10-19 | ||
| DE10102082A DE10102082A1 (de) | 2000-10-19 | 2001-01-18 | Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE10102082A1 true DE10102082A1 (de) | 2002-05-02 |
Family
ID=26007414
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE10102082A Withdrawn DE10102082A1 (de) | 2000-10-19 | 2001-01-18 | Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether |
| DE50110535T Expired - Lifetime DE50110535D1 (de) | 2000-10-19 | 2001-09-17 | Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE50110535T Expired - Lifetime DE50110535D1 (de) | 2000-10-19 | 2001-09-17 | Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US6657090B2 (cs) |
| EP (1) | EP1199296B1 (cs) |
| JP (1) | JP3906053B2 (cs) |
| KR (1) | KR100853947B1 (cs) |
| CN (1) | CN1330621C (cs) |
| AT (1) | ATE334108T1 (cs) |
| BR (1) | BR0104555B1 (cs) |
| CA (1) | CA2359442A1 (cs) |
| CZ (1) | CZ302356B6 (cs) |
| DE (2) | DE10102082A1 (cs) |
| ES (1) | ES2266064T3 (cs) |
| HU (1) | HUP0104373A2 (cs) |
| MX (1) | MXPA01010391A (cs) |
| MY (1) | MY130479A (cs) |
| NO (1) | NO20015079L (cs) |
| NZ (1) | NZ514734A (cs) |
| RO (1) | RO120576B1 (cs) |
| RU (1) | RU2250893C2 (cs) |
| SG (1) | SG101478A1 (cs) |
| TW (1) | TW574196B (cs) |
| ZA (1) | ZA200108554B (cs) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7439413B2 (en) | 2002-08-22 | 2008-10-21 | Oxeno Olefinchemie Gmbh | Method for the production of isobutene from commericial methyl tert-butly ether |
| DE102008007081A1 (de) | 2008-01-31 | 2009-08-06 | Evonik Oxeno Gmbh | Verfahren zur Herstellung von n-Buten-Oligomeren und 1-Buten aus technischen Mischungen I von C4-Kohlenwasserstoffen |
| DE102009027404A1 (de) | 2009-07-01 | 2011-01-05 | Evonik Oxeno Gmbh | Herstellung von Isobuten durch Spaltung von MTBE |
| DE102010042774A1 (de) | 2010-10-21 | 2012-04-26 | Evonik Oxeno Gmbh | Verfahren zur Aufreinigung von MTBE-haltigen Gemischen sowie zur Herstellung von Isobuten durch Spaltung von MTBE-haltigen Gemischen |
| WO2014009148A1 (de) | 2012-07-13 | 2014-01-16 | Evonik Industries Ag | Thioveretherung von mercaptanen in c4-kohlenwasserstoffgemischen |
| WO2014037192A1 (de) | 2012-09-10 | 2014-03-13 | Evonik Industries Ag | Methanolbehandlung von alumosilicat-haltigen atae-spaltkatalysatoren |
| US20160047427A1 (en) * | 2014-08-18 | 2016-02-18 | Gates Corporation | Accessory tuning device with spring lock |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1220825B1 (en) * | 1999-10-13 | 2003-05-07 | Sulzer Chemtech AG | Process for hydrolytically obtaining a carboxylic acid and alcohol from the corresponding carboxylate |
| DE10231051A1 (de) * | 2002-07-10 | 2004-01-22 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von hochreinem Methyl-tert.-butylether |
| DE10302457B3 (de) * | 2003-01-23 | 2004-10-07 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Butenoligomeren und tert.-Butylethern aus Isobuten-haltigen C4-Strömen |
| DE102005062722A1 (de) * | 2005-12-28 | 2007-07-12 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Ethyl-tert.-Butylether aus technischen Mischungen von C4-Kohlenwasserstoffen |
| DE102005062700A1 (de) | 2005-12-28 | 2007-07-05 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von 1-Buten aus technischen Mischungen von C4-Kohlenwasserstoffen |
| DE102005062699A1 (de) * | 2005-12-28 | 2007-09-06 | Oxeno Olefinchemie Gmbh | Verfahren zur Feinreinigung von 1-Buten-haltigen Strömen |
| DE102006003492A1 (de) * | 2006-01-25 | 2007-07-26 | Oxeno Olefinchemie Gmbh | Verfahren zur Entwässerung von Ethanol |
| DE102006033415A1 (de) * | 2006-07-19 | 2008-01-31 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Alkyl-tert.-butylethern mit optimierter Temperaturführung in den Reaktoren |
| CN100519498C (zh) * | 2006-11-08 | 2009-07-29 | 褚雅志 | 一种联产甲基叔丁基醚和叔丁醇的生产方法 |
| ES2446522T3 (es) * | 2007-05-25 | 2014-03-10 | Evonik Röhm Gmbh | Procedimiento para la preparación de metacrilato de metilo usando metanol reciclado |
| EP2098498A1 (en) | 2008-03-04 | 2009-09-09 | ExxonMobil Chemical Patents Inc. | Selective oligomerization of isobutene |
| FR2933093A1 (fr) * | 2008-06-30 | 2010-01-01 | Total France | Procede de fabrication d'ether utilisant une colonne de distillation reactive, colonne de distillation reactive et unite d'etherification correspondantes |
| DE102008040511A1 (de) | 2008-07-17 | 2010-01-21 | Evonik Oxeno Gmbh | Verfahren zur Herstellung von Isobuten durch Spaltung von MTBE-haltigen Gemischen |
| WO2010042268A1 (en) * | 2008-10-10 | 2010-04-15 | Exxonmobil Chemical Patents Inc. | Process for producing sec-butylbenzene |
| DE102009027405A1 (de) | 2009-07-01 | 2011-01-05 | Evonik Oxeno Gmbh | Verfahren zur Regeneration eines Katalysators |
| DE102011005608A1 (de) | 2011-03-16 | 2012-09-20 | Evonik Oxeno Gmbh | Mischoxidzusammensetzungen und Verfahren zur Herstellung von Isoolefinen |
| US9284237B2 (en) | 2013-12-13 | 2016-03-15 | Uop Llc | Methods and apparatuses for processing hydrocarbons |
| SG11201702274RA (en) * | 2014-10-09 | 2017-04-27 | Basf Se | Process for purification of organic composition |
| KR102086563B1 (ko) * | 2017-01-06 | 2020-03-09 | 주식회사 엘지화학 | 메틸 3급-부틸 에테르 제조방법 |
| CN110300795A (zh) * | 2017-02-27 | 2019-10-01 | 沙特基础工业全球技术有限公司 | 用于无铅汽油的醇和醚燃料添加剂 |
| CN112920861A (zh) * | 2021-01-21 | 2021-06-08 | 东南大学 | 一种轻质生物油制备燃料的方法 |
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- 2001-01-18 DE DE10102082A patent/DE10102082A1/de not_active Withdrawn
- 2001-09-11 SG SG200105533A patent/SG101478A1/en unknown
- 2001-09-17 ES ES01122187T patent/ES2266064T3/es not_active Expired - Lifetime
- 2001-09-17 EP EP01122187A patent/EP1199296B1/de not_active Expired - Lifetime
- 2001-09-17 DE DE50110535T patent/DE50110535D1/de not_active Expired - Lifetime
- 2001-09-17 AT AT01122187T patent/ATE334108T1/de active
- 2001-10-09 CZ CZ20013640A patent/CZ302356B6/cs not_active IP Right Cessation
- 2001-10-10 NZ NZ514734A patent/NZ514734A/xx unknown
- 2001-10-15 MX MXPA01010391A patent/MXPA01010391A/es active IP Right Grant
- 2001-10-16 JP JP2001318582A patent/JP3906053B2/ja not_active Expired - Fee Related
- 2001-10-17 MY MYPI20014819A patent/MY130479A/en unknown
- 2001-10-17 CA CA002359442A patent/CA2359442A1/en not_active Abandoned
- 2001-10-17 BR BRPI0104555-5A patent/BR0104555B1/pt not_active IP Right Cessation
- 2001-10-18 RU RU2001128143/04A patent/RU2250893C2/ru not_active IP Right Cessation
- 2001-10-18 NO NO20015079A patent/NO20015079L/no unknown
- 2001-10-18 CN CNB011357878A patent/CN1330621C/zh not_active Expired - Fee Related
- 2001-10-18 KR KR1020010064268A patent/KR100853947B1/ko active IP Right Grant
- 2001-10-18 HU HU0104373A patent/HUP0104373A2/hu unknown
- 2001-10-18 TW TW90125765A patent/TW574196B/zh not_active IP Right Cessation
- 2001-10-18 ZA ZA200108554A patent/ZA200108554B/xx unknown
- 2001-10-19 US US09/981,985 patent/US6657090B2/en not_active Expired - Lifetime
- 2001-10-19 RO ROA200101147A patent/RO120576B1/ro unknown
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7439413B2 (en) | 2002-08-22 | 2008-10-21 | Oxeno Olefinchemie Gmbh | Method for the production of isobutene from commericial methyl tert-butly ether |
| DE102008007081B4 (de) | 2008-01-31 | 2018-12-06 | Evonik Degussa Gmbh | Verfahren zur Herstellung von n-Buten-Oligomeren und 1-Buten aus technischen Mischungen I von C4-Kohlenwasserstoffen |
| DE102008007081A1 (de) | 2008-01-31 | 2009-08-06 | Evonik Oxeno Gmbh | Verfahren zur Herstellung von n-Buten-Oligomeren und 1-Buten aus technischen Mischungen I von C4-Kohlenwasserstoffen |
| DE102009027404A1 (de) | 2009-07-01 | 2011-01-05 | Evonik Oxeno Gmbh | Herstellung von Isobuten durch Spaltung von MTBE |
| WO2011000696A2 (de) | 2009-07-01 | 2011-01-06 | Evonik Oxeno Gmbh | Herstellung von isobuten durch spaltung von mtbe |
| DE102010042774A1 (de) | 2010-10-21 | 2012-04-26 | Evonik Oxeno Gmbh | Verfahren zur Aufreinigung von MTBE-haltigen Gemischen sowie zur Herstellung von Isobuten durch Spaltung von MTBE-haltigen Gemischen |
| WO2012052327A2 (de) | 2010-10-21 | 2012-04-26 | Evonik Oxeno Gmbh | Verfahren zur aufreinigung von mtbe-haltigen gemischen sowie zur herstellung von isobuten durch spaltung von mtbe-haltigen gemischen |
| WO2014009148A1 (de) | 2012-07-13 | 2014-01-16 | Evonik Industries Ag | Thioveretherung von mercaptanen in c4-kohlenwasserstoffgemischen |
| DE102012212317A1 (de) | 2012-07-13 | 2014-01-16 | Evonik Industries Ag | Thioveretherung von Mercaptanen in C4-Kohlenwasserstoffgemischen |
| WO2014037192A1 (de) | 2012-09-10 | 2014-03-13 | Evonik Industries Ag | Methanolbehandlung von alumosilicat-haltigen atae-spaltkatalysatoren |
| DE102012215956A1 (de) | 2012-09-10 | 2014-03-13 | Evonik Industries Ag | Methanolbehandlung von Alumosilicat-haltigen ATAE-Spaltkatalysatoren |
| US20160047427A1 (en) * | 2014-08-18 | 2016-02-18 | Gates Corporation | Accessory tuning device with spring lock |
| US9759274B2 (en) * | 2014-08-18 | 2017-09-12 | Gates Corporation | Accessory tuning device with spring lock |
Also Published As
| Publication number | Publication date |
|---|---|
| US20020078622A1 (en) | 2002-06-27 |
| NO20015079D0 (no) | 2001-10-18 |
| NZ514734A (en) | 2003-03-28 |
| BR0104555B1 (pt) | 2011-08-09 |
| CN1330621C (zh) | 2007-08-08 |
| NO20015079L (no) | 2002-04-22 |
| EP1199296A1 (de) | 2002-04-24 |
| ATE334108T1 (de) | 2006-08-15 |
| TW574196B (en) | 2004-02-01 |
| DE50110535D1 (de) | 2006-09-07 |
| RU2250893C2 (ru) | 2005-04-27 |
| ZA200108554B (en) | 2002-06-06 |
| SG101478A1 (en) | 2004-01-30 |
| RO120576B1 (ro) | 2006-04-28 |
| KR100853947B1 (ko) | 2008-08-25 |
| MY130479A (en) | 2007-06-29 |
| CA2359442A1 (en) | 2002-04-19 |
| CN1349964A (zh) | 2002-05-22 |
| MXPA01010391A (es) | 2004-11-10 |
| HUP0104373A2 (hu) | 2003-03-28 |
| BR0104555A (pt) | 2002-08-20 |
| US6657090B2 (en) | 2003-12-02 |
| JP2002179603A (ja) | 2002-06-26 |
| KR20020033435A (ko) | 2002-05-06 |
| HU0104373D0 (en) | 2001-12-28 |
| ES2266064T3 (es) | 2007-03-01 |
| CZ302356B6 (cs) | 2011-03-30 |
| CZ20013640A3 (cs) | 2002-06-12 |
| JP3906053B2 (ja) | 2007-04-18 |
| EP1199296B1 (de) | 2006-07-26 |
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